Kissimmee vacation rentals

We found 179 vacation rentals in Kissimmee — enter your dates to book direct

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Guests
1 guest
Adults
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Book direct on Houfy and find a vacation rental that matches your expectations among all these great properties in Kissimmee. Each of the accommodations are being offered directly by owners and managers. Book direct and save up to 25% in commissions and service fees only on Houfy.

Featured vacation rentals on Houfy

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The Tropical Shade of Paradise - Spacious Getaway

The Tropical Shade of Paradise - Spacious Getaway

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“The Palms Estate” Tropical Retreat 2mi to Beaches

“The Palms Estate” Tropical Retreat 2mi to Beaches

Featured
The Magical Mansion

The Magical Mansion

Featured
Boqueron Beach Big Cabin - Herbert's Place

Boqueron Beach Big Cabin - Herbert's Place

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Turtle View

Turtle View

Most viewed vacation rentals in Kissimmee

Our guests viewed these book direct rentals the most.

Enchanted Rose Villa

Vacation Home • Kissimmee
10 Bedrooms • 8 Bathrooms

Relaxing Condo near Disney - Nice and Spacious

Condo • Kissimmee
3 Bedrooms • 2 Bathrooms

Venetian Bay Villages (2280SV)

Condo • Kissimmee
3 Bedrooms • 2 Bathrooms

Spacious ☆☆☆☆☆ w/Pool °o° Disney Area☆No Carpet☆

Vacation Home • Kissimmee
4 Bedrooms • 2 Bathrooms

Lakeside Villa

Villa • Kissimmee
3 Bedrooms • 2 Bathrooms

Storey Lake townhouse 4 BD/3 BA - Sleeps 10

Townhome • Kissimmee
4 Bedrooms • 3 Bathrooms

The Magical Mansion

Villa • Kissimmee
8 Bedrooms • 5 Bathrooms

BRAND NEW Cozy Townhouse **** FREE BBQ ****

Townhome • Kissimmee
3 Bedrooms • 2.5 Bathrooms

Search 179 vacation rentals in Kissimmee

Search Kissimmee vacation rentals, beach rentals and condos | Houfy on the map

Recommended vacation rentals in Kissimmee

LAKE BERKLEY - Spacious 4BR 3.5BA Townhome, gated

Townhome • Kissimmee
4 Bedrooms • 3 Bathrooms

Luxury lake view villa near Disney w. private pool

Vacation Home • Kissimmee
4 Bedrooms • 2 Bathrooms

🌴Spacious 4BD/3BA Min➡️Disney Universal Seaworld

Townhome • Kissimmee
4 Bedrooms • 3 Bathrooms

Venetian Bay, 4 Bedroom Townhouse, Sleeps 10

Townhome • Kissimmee
4 Bedrooms • 3.5 Bathrooms

Lake Berkley Villa

Vacation Home • Kissimmee
5 Bedrooms • 3 Bathrooms

Bella Vida Dream

Townhome • Kissimmee
4 Bedrooms • 3 Bathrooms

Wonderful property 4 bed, 3 bath at Paradise Palms

Vacation Home • Kissimmee
4 Bedrooms • 3 Bathrooms

LB1046-Stunning LakeView w/Pool Disney Area☆Lake Berkley Resort☆

Vacation Home • Kissimmee
4 Bedrooms • 2 Bathrooms

Vacation houses with pools in Kissimmee

LB1046-Stunning LakeView w/Pool Disney Area☆Lake Berkley Resort☆

Vacation Home • Kissimmee
4 Bedrooms • 2 Bathrooms

LB4703-♥ Elegant ⭐⭐⭐⭐⭐ w/Pool °o° Disney Area No Carpet

Villa • Kissimmee
4 Bedrooms • 2 Bathrooms

BV4504 - Cozy Townhouse near to Disney - Pvt Pool - Bella Vida

Townhome • Kissimmee
3 Bedrooms • 2.5 Bathrooms

Fresh PvtPool House NO CARPET °o° Disney Area

Villa • Kissimmee
4 Bedrooms • 3 Bathrooms